Airbnb Properties for Sale in Big Pine Key, FL

Looking for a vacation rental investment in Big Pine Key, FL with high ROI ?

Explore a range of newly added short-term rental homes in Big Pine Key, FL. Make a smart investment with newly available Airbnb properties and find the ideal high-ROI property for sale.

Airbnb Single Family Residential For Sale in Big Pine Key, FL

Search for Single Family Residential for Sale in Big Pine Key, Florida. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 52 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
1620 Buttonwood Drive Big Pine Key, FL Nestled within the peaceful surroundings of the Key Deer Refuge, this charming 2 bedroom, ...	2 beds \| 1 baths \| 1,020 sq.ft.	$549,000	Airbnb cash on cash: 5.99% Traditional cash on cash: 2.48% Airbnb Rental Income: $4913 Traditional Rental Income: $2106 Airbnb ROI: 5.99% Traditional ROI: 2.48%
1073 Long Beach Drive Big Pine Key, FL Escape to your own slice of paradise at this Oceanfront retreat on the breathtaking shores...	3 beds \| 2 baths \| 1,578 sq.ft.	$1,999,000	Airbnb cash on cash: 1.35% Traditional cash on cash: 0.31% Airbnb Rental Income: $6776 Traditional Rental Income: $3518 Airbnb ROI: 1.35% Traditional ROI: 0.31%
30868 Malaga Lane Big Pine Key, FL Updated adorable 3 bedroom, 1 bath canal-front home situated in the desirable Doctor's Arm...	3 beds \| 1 baths \| 1,080 sq.ft.	$599,999	Airbnb cash on cash: 7.79% Traditional cash on cash: 2.27% Airbnb Rental Income: $6776 Traditional Rental Income: $2364 Airbnb ROI: 7.79% Traditional ROI: 2.27%
61 W Cahill Court Big Pine Key, FL This home is located on a beautiful 75 ft wide canal and has approximately 60 ft of seawal...	2 beds \| 2 baths \| 1,464 sq.ft.	$1,100,000	Airbnb cash on cash: 2.15% Traditional cash on cash: 1.66% Airbnb Rental Income: $4913 Traditional Rental Income: $3400 Airbnb ROI: 2.15% Traditional ROI: 1.66%
1541 Sunrise Drive Big Pine Key, FL Enjoy absolutely stunning open water views and spectacular sunrises every morning from thi...	3 beds \| 2 baths \| 2,068 sq.ft.	$1,450,000	Airbnb cash on cash: 2.47% Traditional cash on cash: 1.21% Airbnb Rental Income: $6776 Traditional Rental Income: $3765 Airbnb ROI: 2.47% Traditional ROI: 1.21%
29349 Forrestal Avenue Big Pine Key, FL LUXURY LIVING IN THE LOWER KEYS where the pace of life is a bit slower, and the fishing an...	4 beds \| 3 baths \| 2,812 sq.ft.	$4,999,500	Airbnb cash on cash: 0.34% Traditional cash on cash: 0.17% Airbnb Rental Income: $8598 Traditional Rental Income: $6194 Airbnb ROI: 0.34% Traditional ROI: 0.17%
651 Pine Lane Big Pine Key, FL Nestled in the heart of Big Pine Key, this fantastic property offers 4 bedrooms, 2 baths, ...	4 beds \| 2 baths \| 2,176 sq.ft.	$1,245,000	Airbnb cash on cash: 4.31% Traditional cash on cash: 1.77% Airbnb Rental Income: $8598 Traditional Rental Income: $4030 Airbnb ROI: 4.31% Traditional ROI: 1.77%
3746 Park Avenue Big Pine Key, FL Welcome to your private paradise in the Lower Keys! This beautifully updated 2 bed, 2 bath...	2 beds \| 2 baths \| 1,312 sq.ft.	$1,999,000	Airbnb cash on cash: 0.67% Traditional cash on cash: 0.18% Airbnb Rental Income: $4913 Traditional Rental Income: $3006 Airbnb ROI: 0.67% Traditional ROI: 0.18%
1659 LONG BEACH DRIVE Big Pine Key, FL Motivated Seller, Let's make a deal! One of the ONLY luxury Oceanfront homes with your own...	3 beds \| 2 baths \| 1,850 sq.ft.	$2,299,000	Airbnb cash on cash: 1.21% Traditional cash on cash: 0.45% Airbnb Rental Income: $6776 Traditional Rental Income: $3852 Airbnb ROI: 1.21% Traditional ROI: 0.45%
29051 Magnolia Ln Big Pine Key, FL Welcome to 29051 Magnolia Ln, Big Pine Key, FL! This home offers a 2-bedroom, 2-bath main ...	3 beds \| 3 baths \| 1,344 sq.ft.	$1,165,000	Airbnb cash on cash: 3.42% Traditional cash on cash: 1.47% Airbnb Rental Income: $6776 Traditional Rental Income: $3346 Airbnb ROI: 3.42% Traditional ROI: 1.47%
29185 Bougainvillea Lane Big Pine Key, FL This home has a lot to offer! Great home, great neighborhood, great lot! This home is situ...	3 beds \| 2 baths \| 1,152 sq.ft.	$1,200,000	Airbnb cash on cash: 3.29% Traditional cash on cash: 0.99% Airbnb Rental Income: $6776 Traditional Rental Income: $2892 Airbnb ROI: 3.29% Traditional ROI: 0.99%
1576 Bogie Drive Big Pine Key, FL Discover Key West Charm in this Canal Front Gem! Welcome to this stunning 3-bedroom, 2-bat...	3 beds \| 2 baths \| 1,549 sq.ft.	$889,000	Airbnb cash on cash: 4.75% Traditional cash on cash: 2.33% Airbnb Rental Income: $6776 Traditional Rental Income: $3453 Airbnb ROI: 4.75% Traditional ROI: 2.33%
31568 AVENUE D Big Pine Key, FL Invest with success and buy through Auction.com. This bank-owned investment property is a ...	3 beds \| 2 baths \| 1,536 sq.ft.	$727,000	Airbnb cash on cash: 6.62% Traditional cash on cash: 3.09% Airbnb Rental Income: $6776 Traditional Rental Income: $3063 Airbnb ROI: 6.62% Traditional ROI: 3.09%
30363 Flamingo Lane Big Pine Key, FL Tranquility meets coastal living, discover this stunning concrete constructed home built i...	3 beds \| 3 baths \| 1,837 sq.ft.	$1,975,000	Airbnb cash on cash: 1.54% Traditional cash on cash: 0.71% Airbnb Rental Income: $6776 Traditional Rental Income: $3928 Airbnb ROI: 1.54% Traditional ROI: 0.71%
35 Palmetto Avenue Big Pine Key, FL Located on an oversized corner lot this CBS home has plenty storage and room for a pool! I...	2 beds \| 2 baths \| 1,150 sq.ft.	$630,000	Airbnb cash on cash: 4.69% Traditional cash on cash: 2.09% Airbnb Rental Income: $4913 Traditional Rental Income: $2381 Airbnb ROI: 4.69% Traditional ROI: 2.09%
30995 Watson Boulevard Big Pine Key, FL FINISHED -- NEW CONSTRUCTION!!! Luxury water view home with an in-ground pool on a 14,680 ...	4 beds \| 3 baths \| 2,400 sq.ft.	$2,300,000	Airbnb cash on cash: 2.02% Traditional cash on cash: 0.71% Airbnb Rental Income: $8598 Traditional Rental Income: $4183 Airbnb ROI: 2.02% Traditional ROI: 0.71%
29156 Tulip Lane Big Pine Key, FL This home offers privacy with an over-sized grass yard, surrounded by nature with a natura...	2 beds \| 2 baths \| 912 sq.ft.	$650,000	Airbnb cash on cash: 4.48% Traditional cash on cash: 1.76% Airbnb Rental Income: $4913 Traditional Rental Income: $2257 Airbnb ROI: 4.48% Traditional ROI: 1.76%
1633 Lantana Lane Big Pine Key, FL Located in Big Pine Key, this 3-bedroom, 2-bathroom, canal front Pool Home is a perfect bl...	3 beds \| 2 baths \| 1,204 sq.ft.	$999,000	Airbnb cash on cash: 4.1% Traditional cash on cash: 1.27% Airbnb Rental Income: $6776 Traditional Rental Income: $2829 Airbnb ROI: 4.1% Traditional ROI: 1.27%
31142 Ave I Big Pine Key, FL Cute as a button and move-in ready! This three bedroom and two bathroom charmer has had ma...	3 beds \| 2 baths \| 960 sq.ft.	$594,999	Airbnb cash on cash: 7.86% Traditional cash on cash: 2.46% Airbnb Rental Income: $6776 Traditional Rental Income: $2459 Airbnb ROI: 7.86% Traditional ROI: 2.46%
30375 Oleander Boulevard Big Pine Key, FL NEW PRICE! Owner occupied 2 bedroom CBS home boasts a NEW Roof, New Control Panel, tile ...	2 beds \| 1 baths \| 816 sq.ft.	$550,000	Airbnb cash on cash: 5.85% Traditional cash on cash: 1.72% Airbnb Rental Income: $4913 Traditional Rental Income: $1783 Airbnb ROI: 5.85% Traditional ROI: 1.72%
29048 Iris Drive Big Pine Key, FL SITUATED ON A 50 FT. WIDE CANAL, this updated 3 bedroom / 2 bath home offers very good boa...	3 beds \| 2 baths \| 1,039 sq.ft.	$725,000	Airbnb cash on cash: 6.26% Traditional cash on cash: 4.87% Airbnb Rental Income: $6776 Traditional Rental Income: $4515 Airbnb ROI: 6.26% Traditional ROI: 4.87%
29153 Cedar Drive Big Pine Key, FL This beautiful home sits on TWO LOTS and has 100' of canal frontage with a concrete seawal...	2 beds \| 2 baths \| 1,056 sq.ft.	$949,000	Airbnb cash on cash: 3.23% Traditional cash on cash: 1.84% Airbnb Rental Income: $4913 Traditional Rental Income: $2684 Airbnb ROI: 3.23% Traditional ROI: 1.84%
2816 Central Avenue Big Pine Key, FL Fenced 27,500 sq. ft. lot with big double gates, perfect for local contractors!! This spac...	3 beds \| 2 baths \| 1,482 sq.ft.	$750,000	Airbnb cash on cash: 6.02% Traditional cash on cash: 2.63% Airbnb Rental Income: $6776 Traditional Rental Income: $3084 Airbnb ROI: 6.02% Traditional ROI: 2.63%
3 W COOK Big Pine Key, FL Oceanfront home on offshore island only accessible by boat. This off grid rustic beachfron...	2 beds \| 2 baths \| 750 sq.ft.	$599,900	Airbnb cash on cash: 5.33% Traditional cash on cash: 2.42% Airbnb Rental Income: $4913 Traditional Rental Income: $2277 Airbnb ROI: 5.33% Traditional ROI: 2.42%
30427 Hawk Lane Big Pine Key, FL Welcome to our cozy retreat nestled on Big Pine Key. This charming two bedroom one bath c...	2 beds \| 1 baths \| 1,008 sq.ft.	$725,000	Airbnb cash on cash: 3.86% Traditional cash on cash: 1.19% Airbnb Rental Income: $4913 Traditional Rental Income: $2098 Airbnb ROI: 3.86% Traditional ROI: 1.19%
1136 W SHORE Drive Big Pine Key, FL Located on the West Side of the Island with excellent boating access this beautiful pool h...	3 beds \| 4 baths \| 2,295 sq.ft.	$2,199,000	Airbnb cash on cash: 1.13% Traditional cash on cash: 0.93% Airbnb Rental Income: $6776 Traditional Rental Income: $5044 Airbnb ROI: 1.13% Traditional ROI: 0.93%
3672 Fox Street Big Pine Key, FL Tranquil Canal-Front Home in Big Pine Key, FLEscape to your own piece of paradise with thi...	3 beds \| 3 baths \| 1,224 sq.ft.	$825,000	Airbnb cash on cash: 5.89% Traditional cash on cash: 3.16% Airbnb Rental Income: $6776 Traditional Rental Income: $3358 Airbnb ROI: 5.89% Traditional ROI: 3.16%
31507 Avenue E Big Pine Key, FL Boater's Paradise in Big Pine Key! This immaculate waterfront home offers beautiful bayvie...	3 beds \| 2 baths \| 1,140 sq.ft.	$979,000	Airbnb cash on cash: 4.22% Traditional cash on cash: 1.32% Airbnb Rental Income: $6776 Traditional Rental Income: $2821 Airbnb ROI: 4.22% Traditional ROI: 1.32%
29559 Ranger Avenue Big Pine Key, FL This well desired location and immaculately maintained home is 5 minutes from world class ...	2 beds \| 3 baths \| 1,200 sq.ft.	$1,175,000	Airbnb cash on cash: 2.22% Traditional cash on cash: 1.53% Airbnb Rental Income: $4913 Traditional Rental Income: $3146 Airbnb ROI: 2.22% Traditional ROI: 1.53%
421 Ixora Drive Big Pine Key, FL THIS UPDATED CBS POOL HOME on a 50' wide canal offers great boat access to the ocean and b...	2 beds \| 3 baths \| 1,120 sq.ft.	$1,199,000	Airbnb cash on cash: 2.06% Traditional cash on cash: 1.12% Airbnb Rental Income: $4913 Traditional Rental Income: $2862 Airbnb ROI: 2.06% Traditional ROI: 1.12%
31037 Avenue D Big Pine Key, FL Situated on Big Pine Key, this house offers a blend of functionality and charm in a serene...	3 beds \| 2 baths \| 1,431 sq.ft.	$539,000	Airbnb cash on cash: 9.21% Traditional cash on cash: 4.41% Airbnb Rental Income: $6776 Traditional Rental Income: $3039 Airbnb ROI: 9.21% Traditional ROI: 4.41%
29676 Ranger Avenue Big Pine Key, FL 15,500 SQ. FT. DOUBLE LOT in desirable Pine Channel Estates - bordered by areca palms prov...	2 beds \| 2 baths \| 1,444 sq.ft.	$1,750,000	Airbnb cash on cash: 1.13% Traditional cash on cash: 0.78% Airbnb Rental Income: $4913 Traditional Rental Income: $3346 Airbnb ROI: 1.13% Traditional ROI: 0.78%
30468 Oleander Boulevard Big Pine Key, FL THE LAID-BACK LOWER KEYS ARE CALLING YOU ... experience life at a slower pace on this .81 ...	3 beds \| 3 baths \| 2,486 sq.ft.	$2,670,000	Airbnb cash on cash: 0.76% Traditional cash on cash: 0.54% Airbnb Rental Income: $6776 Traditional Rental Income: $4923 Airbnb ROI: 0.76% Traditional ROI: 0.54%
31516 Avenue F Big Pine Key, FL Experience the ultimate Florida Keys lifestyle in this beautiful brand new waterfront home...	3 beds \| 3 baths \| 1,600 sq.ft.	$1,394,000	Airbnb cash on cash: 2.96% Traditional cash on cash: 1.3% Airbnb Rental Income: $6776 Traditional Rental Income: $3303 Airbnb ROI: 2.96% Traditional ROI: 1.3%
30246 Watson Boulevard Big Pine Key, FL Discover your dream home on Big Pine Key at this expansive 37,500 sq. ft., property totali...	3 beds \| 2 baths \| 1,193 sq.ft.	$799,000	Airbnb cash on cash: 5.86% Traditional cash on cash: 2% Airbnb Rental Income: $6776 Traditional Rental Income: $2588 Airbnb ROI: 5.86% Traditional ROI: 2%
29737 Newfound Boulevard Big Pine Key, FL IT'S ALL ABOUT QUICK BOAT ACCESS AND VIEWS! Lower your boat into the extra wide, deepwate...	3 beds \| 2 baths \| 1,056 sq.ft.	$1,079,000	Airbnb cash on cash: 3.64% Traditional cash on cash: 0.96% Airbnb Rental Income: $6776 Traditional Rental Income: $2766 Airbnb ROI: 3.64% Traditional ROI: 0.96%
29267 Cypress Drive Big Pine Key, FL This home is in a great location, the desirable Eden Pines neighborhood on Big Pine Key. T...	2 beds \| 2 baths \| 1,048 sq.ft.	$815,000	Airbnb cash on cash: 3.6% Traditional cash on cash: 1.84% Airbnb Rental Income: $4913 Traditional Rental Income: $2573 Airbnb ROI: 3.6% Traditional ROI: 1.84%
31249 Avenue D Big Pine Key, FL Take a look at this adorable mobile home with an outdoor screened ''crab shack'' area to h...	2 beds \| 2 baths \| 840 sq.ft.	$425,000	Airbnb cash on cash: 8.06% Traditional cash on cash: 3.62% Airbnb Rental Income: $4913 Traditional Rental Income: $2138 Airbnb ROI: 8.06% Traditional ROI: 3.62%
30985 Hibiscus Drive Big Pine Key, FL NEARLY 1/2 ACRE OF CANAL-FRONT TROPICAL PARADISE! Completely furnished, this 2,166 sf., 4...	4 beds \| 3 baths \| 2,166 sq.ft.	$1,500,000	Airbnb cash on cash: 3.43% Traditional cash on cash: 1.85% Airbnb Rental Income: $8598 Traditional Rental Income: $4771 Airbnb ROI: 3.43% Traditional ROI: 1.85%
30335 Warbler Lane Big Pine Key, FL Located across the sound from the Great Heron Wildlife refuge, this expansive CBS ranch of...	4 beds \| 3 baths \| 2,285 sq.ft.	$910,000	Airbnb cash on cash: 6.73% Traditional cash on cash: 4.02% Airbnb Rental Income: $8598 Traditional Rental Income: $4688 Airbnb ROI: 6.73% Traditional ROI: 4.02%

Your search for investment property begins and ends here

Airbnb Single Family Residential For Sale in Big Pine Key, FL

1620 Buttonwood Drive

Big Pine Key, FL

2 beds | 1 baths | 1,020 sq.ft.

$549,000

Airbnb cash on cash: 5.99%

Traditional cash on cash: 2.48%

Airbnb Rental Income: $4913

Traditional Rental Income: $2106

Airbnb ROI: 5.99%

Traditional ROI: 2.48%

1073 Long Beach Drive

Big Pine Key, FL

3 beds | 2 baths | 1,578 sq.ft.

$1,999,000

Airbnb cash on cash: 1.35%

Traditional cash on cash: 0.31%

Airbnb Rental Income: $6776

Traditional Rental Income: $3518

Airbnb ROI: 1.35%

Traditional ROI: 0.31%

30868 Malaga Lane

Big Pine Key, FL

3 beds | 1 baths | 1,080 sq.ft.

$599,999

Airbnb cash on cash: 7.79%

Traditional cash on cash: 2.27%

Airbnb Rental Income: $6776

Traditional Rental Income: $2364

Airbnb ROI: 7.79%

Traditional ROI: 2.27%

61 W Cahill Court

Big Pine Key, FL

2 beds | 2 baths | 1,464 sq.ft.

$1,100,000

Airbnb cash on cash: 2.15%

Traditional cash on cash: 1.66%

Airbnb Rental Income: $4913

Traditional Rental Income: $3400

Airbnb ROI: 2.15%

Traditional ROI: 1.66%

1541 Sunrise Drive

Big Pine Key, FL

3 beds | 2 baths | 2,068 sq.ft.

$1,450,000

Airbnb cash on cash: 2.47%

Traditional cash on cash: 1.21%

Airbnb Rental Income: $6776

Traditional Rental Income: $3765

Airbnb ROI: 2.47%

Traditional ROI: 1.21%

29349 Forrestal Avenue

Big Pine Key, FL

4 beds | 3 baths | 2,812 sq.ft.

$4,999,500

Airbnb cash on cash: 0.34%

Traditional cash on cash: 0.17%

Airbnb Rental Income: $8598

Traditional Rental Income: $6194

Airbnb ROI: 0.34%

Traditional ROI: 0.17%

651 Pine Lane

Big Pine Key, FL

4 beds | 2 baths | 2,176 sq.ft.

$1,245,000

Airbnb cash on cash: 4.31%

Traditional cash on cash: 1.77%

Airbnb Rental Income: $8598

Traditional Rental Income: $4030

Airbnb ROI: 4.31%

Traditional ROI: 1.77%

3746 Park Avenue

Big Pine Key, FL

2 beds | 2 baths | 1,312 sq.ft.

$1,999,000

Airbnb cash on cash: 0.67%

Traditional cash on cash: 0.18%

Airbnb Rental Income: $4913

Traditional Rental Income: $3006

Airbnb ROI: 0.67%